A blue bridge over a river, a park with a paved walkway, and a lamppost.

Ashland Holiday Rentals

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Ashland holiday rentals

A modern kitchen with a central island, built-in appliances, and pendant lighting.

1. Renovated Apartment with Modern Amenities, Fenced-In Back Yard -Downtown Ashland

Renovated Apartment with Modern Amenities, Fenced-In Back Yard -Downtown Ashland
Ashland
10.0 out of 10, Exceptional, (23 reviews)
"Great place to stay. Very modern and comfortable. Philip is a nice guy to deal with."
United States
Paul M.
The price is AU$266
includes taxes & fees
26 Oct - 27 Oct
Renovated Apartment with Modern Amenities, Fenced-In Back Yard -Downtown Ashland
A dining area with a round table, a vase with flowers, a lamp, and a potted plant.

2. Charming 3BR Home - Near KDMC & Downtown

Charming 3BR Home - Near KDMC & Downtown
Ashland
9.0 out of 10, Wonderful, (9 reviews)
"It was in a quiet neighborhood. The beds were comfortable."
United States
Judi
The price is AU$335
includes taxes & fees
28 Oct - 29 Oct
Charming 3BR Home - Near KDMC & Downtown
A wooden deck with a glass table and chairs, a thatched umbrella, and a grill.

3. Charming 2-bedroom house located in beautiful wooded setting!

Charming 2-bedroom house located in beautiful wooded setting!
Raceland
10.0 out of 10, Exceptional, (23 reviews)
"We really enjoyed our stay, perfect location for a visit to that part of Kentucky."
United States
Melinda K.
The price is AU$287
includes taxes & fees
17 Nov - 18 Nov
Charming 2-bedroom house located in beautiful wooded setting!
A covered porch with a wooden railing, a table with four chairs, and a hanging planter.

4. Cozy Fonzie Flat

Cozy Fonzie Flat
Ashland
10.0 out of 10, Exceptional, (1 review)
"It was a very pleasant stay, it was well maintained and clean. The property manager answered my questions quickly and efficiently,also was very professional. As a Veteran it was nice to have a place that accepts pets. "
United States
James F.
The price is AU$445
includes taxes & fees
20 Nov - 21 Nov
Cozy Fonzie Flat
A living room with a ceiling fan, a sofa, a coffee table, and a window with curtains.

5. Corner Cottage 2 bedroom pets welcome and close to downtown

Corner Cottage 2 bedroom pets welcome and close to downtown
Ashland
9.0 out of 10, Wonderful, (4 reviews)
"The host communicated promptly about pet friendly place. Home was great for my stay and needs."
United States
Jennifer A.
The price is AU$463
includes taxes & fees
7 Nov - 8 Nov
Corner Cottage 2 bedroom pets welcome and close to downtown
A covered outdoor area with a set of stairs leading up to a seating area with two chairs and a small table.

6. Fall is here, autumnal colors are beginning to show in the hills of Eastern KY!

Fall is here, autumnal colors are beginning to show in the hills of Eastern KY!
Grayson
8.8 out of 10, Excellent, (3 reviews)
"The home was as described.. clean .. location as great … bed was comfy!! Will definitely look to stay again!!"
United States
Ronald S.
The price is AU$171
includes taxes & fees
27 Oct - 28 Oct
Fall is here, autumnal colors are beginning to show in the hills of Eastern KY!
A wooden cabin with a red roof, surrounded by lush greenery and a calm lake.

7. THE LUXURY CABIN IN THE WOODS

THE LUXURY CABIN IN THE WOODS
Catlettsburg
10.0 out of 10, Exceptional, (243 reviews)
"Beautiful property well stocked pond and home was very clean."
United States
Eric H.
The price is AU$438
includes taxes & fees
25 Oct - 26 Oct
THE LUXURY CABIN IN THE WOODS
A compact RV kitchen with wooden cabinets, a microwave, a stove, and a sink.

8. Cozy camper in charming Rush with direct trail access rush off road park

Cozy camper in charming Rush with direct trail access rush off road park
Rush
The price is AU$317
includes taxes & fees
2 Nov - 3 Nov
Cozy camper in charming Rush with direct trail access rush off road park
A wooden porch with a bench and rocking chair, a door, and a window.

9. The Cozy Cabin 2 Bedrooms 1 Bath is the perfect romantic getaway in the country.

The Cozy Cabin 2 Bedrooms 1 Bath is the perfect romantic getaway in the country.
Catlettsburg
10.0 out of 10, Exceptional, (127 reviews)
"This was a great getaway with everything you could need great place for couples and family's."
United States
Andrew B.
The price is AU$319
includes taxes & fees
2 Nov - 3 Nov
The Cozy Cabin 2 Bedrooms 1 Bath is the perfect romantic getaway in the country.
A gravel parking area with picnic tables and a building in the background.

10. Rush Creek Camp, Lot # 03

Rush Creek Camp, Lot # 03
Rush
The price is AU$116
includes taxes & fees
4 Nov - 5 Nov
Rush Creek Camp, Lot # 03
A kitchen with a large black flat-screen TV, wooden cabinets, and two wall-mounted lamps.

11. Cozy All Season 5th wheel camper in tranquil Greenup, ky.

Cozy All Season 5th wheel camper in tranquil Greenup, ky.
Greenup
The price is AU$275
includes taxes & fees
25 Oct - 26 Oct
Cozy All Season 5th wheel camper in tranquil Greenup, ky.
A tented room with a bed, a wooden floor, and a patterned rug.

12. Safari Tent Glamping in Kentucky with AC and Access to Biking Trails

Safari Tent Glamping in Kentucky with AC and Access to Biking Trails
Grayson
The price is AU$237
includes taxes & fees
23 Nov - 24 Nov
Safari Tent Glamping in Kentucky with AC and Access to Biking Trails
A cozy living room with a fireplace, a high ceiling with exposed beams, and a comfortable seating area.

13. Spacious Family Home w/ Fireplace & Fire Pit

Spacious Family Home w/ Fireplace & Fire Pit
Grayson
10.0 out of 10, Exceptional, (12 reviews)
"Beautiful home, had a great stay. Will stay again."
United States
Kelly F.
The price is AU$784
includes taxes & fees
27 Oct - 28 Oct
Spacious Family Home w/ Fireplace & Fire Pit
A tent with a platform and two chairs in a forest setting.

14. Modern Safari Tent Rental with AC and Trails in Grayson, Kentucky

Modern Safari Tent Rental with AC and Trails in Grayson, Kentucky
Grayson
The price is AU$237
includes taxes & fees
4 Nov - 5 Nov
Modern Safari Tent Rental with AC and Trails in Grayson, Kentucky
A portable tent with a raised platform and a sleeping area inside.

15. Safari Tent Glamping in Grayson Kentucky with Biking Trails Access

Safari Tent Glamping in Grayson Kentucky with Biking Trails Access
Grayson
The price is AU$237
includes taxes & fees
4 Nov - 5 Nov
Safari Tent Glamping in Grayson Kentucky with Biking Trails Access
A tent with a platform and two chairs in a forest setting.

16. Modern Safari Tent Glamping in Kentucky near Mountain Biking Trails

Modern Safari Tent Glamping in Kentucky near Mountain Biking Trails
Grayson
The price is AU$237
includes taxes & fees
4 Nov - 5 Nov
Modern Safari Tent Glamping in Kentucky near Mountain Biking Trails
A modern kitchen with white cabinets, stainless steel appliances, and a central island.

17. Quaint, spacious, & relaxing; come stay with us, you'll enjoy the details.

Quaint, spacious, & relaxing; come stay with us, you'll enjoy the details.
South Point
10.0 out of 10, Exceptional, (21 reviews)
"The apartment was nice and clean. Bed was comfortable. Very peaceful neighbor hood. Lovely place to stay better than any hotel. Would stay there again for sure."
United States
teresa lynette
The price is AU$188
includes taxes & fees
28 Oct - 29 Oct
Quaint, spacious, & relaxing; come stay with us, you'll enjoy the details.
A hot tub with a control panel and a wooden cabinet.

18. Charming Home with private Hot Tub and Fire Pit

Charming Home with private Hot Tub and Fire Pit
South Point
10.0 out of 10, Exceptional, (18 reviews)
"The cleanliness and the small special items example the bottle of wine and snacks if we wanted them. Will definitely stay here again if we travel that way. "
United States
Elizabeth C.
The price is AU$260
includes taxes & fees
14 Nov - 15 Nov
Charming Home with private Hot Tub and Fire Pit
A fountain with water jets in a park area, surrounded by stone walls and greenery.

19. The Blue House/Eclectic Art /Huntington’s Best Parks/full refund 1 day out

The Blue House/Eclectic Art /Huntington’s Best Parks/full refund 1 day out
Huntington
10.0 out of 10, Exceptional, (23 reviews)
"Lovely and quiet location, comfortable, most stocked VRBO we’ve ever stayed in!"
United States
Lesly-Marie
The price is AU$360
includes taxes & fees
25 Oct - 26 Oct
The Blue House/Eclectic Art /Huntington’s Best Parks/full refund 1 day out
A kitchen with a granite countertop, a black faucet, and a window with a view of a forest.

20. 2BR-1B. Fire Pit With Stunning River View. Minutes From Downtown Huntington.

2BR-1B. Fire Pit With Stunning River View. Minutes From Downtown Huntington.
Kenova
10.0 out of 10, Exceptional, (63 reviews)
"Very nice place to stay! We really enjoyed it! "
United States
Hannah M.
The price is AU$341
includes taxes & fees
1 Nov - 2 Nov
2BR-1B. Fire Pit With Stunning River View. Minutes From Downtown Huntington.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Ashland Hotel Reviews

Holiday Inn Portsmouth Downtown by IHG

Holiday Inn Portsmouth Downtown by IHG

10/10 Excellent
"This was our first time staying at Holiday Inn Portsmouth Downtown by IHG, as we were traveling through the area to attend a wedding. From the moment we pulled up, everything was smooth and hassle-free. Parking was super easy, and check-in was a breeze thanks to the front desk staff, who were all extremely polite, welcoming, and helpful. Our room was very clean and looked to be freshly renovated. The shower pressure was great, the hot water was hot, and there was plenty of space for two people to unpack and feel completely comfortable. As a huge bonus for coffee drinkers, they had cream and sugar readily available right at the front desk, which is a huge deal since there is never enough in the room. The location itself is fantastic as well, right downtown with plenty of local spots and attractions within easy walking distance. It made our trip completely stress-free. If we happen to be traveling through or visiting the area again in the future, we will definitely stay here."
Jason 2-night trip
Posted 17 hours ago
Holiday Inn Portsmouth Downtown by IHG

Find out more about Ashland

Everything you need to know about Ashland holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Ashland holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Ashland holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Ashland holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Ashland. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Ashland holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Ashland holiday rentals we have selected for you start as low as AU$165 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Ashland rentals

At Expedia, we put the best Ashland holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Ashland rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Ashland holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Ashland. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Ashland?

Yes, there are holiday rentals in Ashland close to Paramount Arts Center, or you can select a more secluded option if you're looking for a relaxing stay. Discover why Ashland is known for its shops. Make sure you have time to check out the football games and university setting during your trip.

What are some of the best holiday rentals that Ashland has to offer?

Charming 3BR Home - Near KDMC & Downtown: This highly rated holiday home rental in Ashland is equipped with a patio, air conditioning and laundry facilities to help you feel comfortable during your stay. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Our travellers also rate Charming 3-bedroom house with large fenced in yard in adorable Ashland as a favourite home for rent in Ashland.

How many holiday rentals will I find in Ashland?

With 18 Expedia holiday rentals, you're guaranteed to find just the right place for your Ashland stay.

What’s there to see and do in Ashland?

Cultural attractions include Paramount Arts Center and Highlands Museum and Discovery Center, whereas Ohio River and Ohio River Valley are a couple of picturesque spots to enjoy the outdoors. While here, Ashland Town Center and Camp Landing Entertainment District are other places worth a visit.

What’s a holiday rental in Ashland like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Ashland. Holiday rentals offer amenities such as WiFi and washers and dryers so you'll feel just like you're staying in your own home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of seclusion away from public hotel lifts and busy reception areas while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for family gatherings.